Publications by authors named "Hai-Peng Bi"

An interesting aldehyde- and ketone-induced intermolecular tandem decarboxylation-coupling (Csp(3)-Csp) catalyzed by copper with use of natural alpha-amino acids as starting materials is developed under neutral conditions with the production of CO(2) and H(2)O as the only byproducts. Various functionalized nitrogen-containing compounds were obtained by this method. In these processes, interesting regioselectivites of the alkylation were observed, which has been rationalized by the relative stability of proposed resonance structures based on computation methods.

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A palladium-catalyzed aryl C-H bonds activation/acetoxylation reaction utilizing a bidentate system has been explored. This transformation has been applied to a wide array of pyridine and 8-aminoquinoline derivatives and it exhibits excellent functional group tolerance.

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A novel and convenient Pd(0)-catalyzed carboannulation with propargylic compounds for the synthesis of highly substituted aromatic amine derivatives in a one-pot operation was developed. In this process, a significant breakthrough in aminobenzannulation is observed. Moreover, the reaction appears to be very general and suitable for a variety of amines.

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A novel iron-catalyzed intermolecular decarboxylative Csp(3)-Csp(2) coupling reaction using proline derivatives as starting materials is developed. In this process, a series of potentially useful ligands (tertiary aminonaphthol) for catalysis was obtained.

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A new and efficient synthesis of indene and benzo[b]furan derivatives has been achieved via Pd-catalyzed carboannulation of propargyl carbonates with nucleophiles in good to excellent yields with high regio- and stereoselectivity. A novel sequence of nucleophilic attack is observed, and a possible mechanism is proposed.

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We have disclosed a very nice advance of nickel(II)-catalyzed carboannulation reactions. Highly substituted indene derivatives are readily prepared in moderate to excellent yields under very mild reaction conditions in air via a nickel(II)-catalyzed cyclization of propargylic compounds with soft nucleophiles.

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Various benzo[b]fluorene and fluorene derivatives have been prepared from propargylic compounds with terminal alkynes through a novel palladium-catalyzed tandem biscyclization reaction. This reaction involved a sequence of carboannulation, coupling, C-H activation and C-C bond formation process. A plausible mechanism has been proposed that was consistent with the deuterium-labeling experiment.

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Indene derivatives including an allene functional group are readily prepared in moderate to excellent yields with high regioselectivity under very mild reaction conditions by the Pd/C-catalyzed reaction of propargylic compounds. The resulting products can be further elaborated using Pd-catalyzed annulation reactions.

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A new and efficient synthesis of 2-substituted indenes has been achieved via palladium-catalyzed carboannulation of propargylic carbonates with nucleophiles in good to excellent yields. A variety of nucleophiles were tolerated in this reaction.

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[reaction: see text] Indene or naphthalene derivatives are readily prepared in moderate to excellent yields with high regio- and stereoselectivity under very mild reaction conditions by the reaction of acetylenic malonates and ketones with I2, ICl, or NIS. The resulting iodides can be further elaborated using palladium-catalyzed coupling reactions.

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Palladium-catalyzed reaction of propargylic carbonates with carbon nucleophiles offers an efficient, direct route to highly substituted indenes. The reaction conditions and the scope of the process are examined, and a possible mechanism is proposed. [reaction: see text]

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[reaction: see text] The palladium-catalyzed reaction of readily accessible diethyl 2-(2-(1-alkynyl)phenyl)malonates with aryl halides under a balloon pressure of CO produced 2-substitued 3-aroylindenes in good yields. The reaction is believed to proceed via cyclization of the alkyne containing a proximate nucleophilic center promoted by an acylpalladium complex.

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Highly substituted indenes have been prepared in good yields by the palladium-catalyzed carboannulation of diethyl 2-(2-(1-alkynyl)phenyl)malonate with aryl, benzylic, and alkenyl halides. The reaction conditions and the scope of the process were examined, and a possible mechanism is proposed.

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